Vacation rentals with a washer and dryer in Plymouth

An arcade game console features classic gaming graphics and controls. Two wooden stools are positioned beside the console, providing seating. Soft carpet underfoot adds comfort to the playful space, while a light-colored chair is seen in the background.

4.97 out of 5 average rating, 175 reviews

The 2400 sq ft Plymouth Paddock near Road America!

This charming two story, 2400 square ft colonial house is the perfect respite for families looking to connect, or race fans looking for a home during race weekend. Only 4 miles from Road America the location is close to all of Sheboygan County's finest attractions. Located two blocks from downtown on a quiet street, its up to you how you want to spend your evening. You could walk downtown for a bite, have a campfire, make a meal, or just spend time together. Welcome to your home away from home!

4.99 out of 5 average rating, 273 reviews

Cabin in Elkhart Lake

Elkhart A-Frame, Wooded Retreat near Road America

The Elkhart A-Frame is an ideal location for the adventure seeker who wants a unique and private experience that is still close to all the action. The home sits on a wooded three-acre private retreat only about a mile from the village of Elkhart Lake, Road America, and Golf Courses. This unique cabin was built in the 1970's but has been recently renovated with a fun Scandinavian modern flair. It has all the amenities for a memorable vacation stay that provides plenty of epic photo opportunities.

4.98 out of 5 average rating, 130 reviews

A spacious yard is surrounded by mature trees, providing ample shaded areas. The gravel pathway leads towards a two-story home, with green lawns on either side. Nearby structures and gardens are visible, blending naturally into the landscape.

Home in Glenbeulah

Stay at Sunrise LLC, Like being at Grandma's

Welcome to Stay at Sunrise LLC. We offer a clean and comfortable home for your vacation enjoyment. We are in a rural area, recreation trail head is 3 miles east of us as is the Wade House, 7 miles from Road America. Large yard, Fire pit, picnic table, child swing set. Garage parking on site if arranged in advance. We do not have WIFI Phone reception for Internet is good. No Cable or Satellite TV, Over 32 antenna channels. Smoking is allowed outside of the home. No pets allowed.

4.97 out of 5 average rating, 118 reviews

A red cottage is set among lush green trees, with a winding driveway leading to its entrance. The pathway is bordered by neatly trimmed shrubs, creating a natural environment. The structure features a gabled roof and is partially obscured by the surrounding foliage.

Guesthouse in Plymouth

Woodside Cottage Guest House-Close to Road America

Woodside Cottage in the Kettle Moraine forest of East Central Wisconsin offers a quiet private getaway for Road American race fans, golfers or those wanting just to have a break from the city and explore the area. This 2 bedroom guesthouse can host 8, with laundry, full kitchen, living room and outdoor fire pit. Due to family guest allergies, we are pet free. Located 4 miles from gate 4 at Road America and 20 miles from Whistling Straits golf course. WIFI available, but unreliable. 3 cars MAX

5 out of 5 average rating, 123 reviews

Apartment in Kohler

The Hemingway on Church - It Tolls For Thee

"Kristine's property has all the charm of a modern day Mayberry" -Michael This 1906 historic home is nestled in the heart of the equally historic "Village of Kohler." Completely remodeled in 2019 adding Kohler spa amenities and modern touches to its original charm. Mixing modern & antique furniture finds like the Hemingway Sideboard (which inspired the literary theme) make this historic hideaway a true Kohler destination. "You cannot get a better location in Kohler than this house!" -Dennis

4.93 out of 5 average rating, 111 reviews

Vintage Farmhouse on Blueberry Hill.

Relax with the whole family at this peaceful place to stay. Located conveniently half way between Green Bay and Milwaukee. Find your self minutes away from Road America, Whistling Straits, snowmobile trails, kettle moraine state forest, and so much more. Our property has walking trails to the river, throughout the woods and around the creek area, This winter you would have the opportunity to snowshoe our 103 acre property, or break your own cross country ski trail! Or just a quiet getaway!

A home theater is equipped with multiple brown leather recliners, arranged in rows. Each seat includes a cup holder. Soft lighting fixtures illuminate the room, creating a cozy environment for entertainment.

4.97 out of 5 average rating, 144 reviews

Oak Haven - Insane Game Room, Theater, Privacy

The search is over, you have found the PERFECT retreat at Oaks Haven! Experience the tranquility of nature surrounded by oak trees and birds. The luxury of a custom-built home (4,300 sq ft) thoughtfully designed for large groups to spread out or gather close. Or connect with friends over the expansive list of amenities including a 12-seat movie theater! The moment you pull in, you will become instant hero for planning the ultimate retreat. At Oaks Haven, we truly have thought of everything!

4.94 out of 5 average rating, 150 reviews

A scenic pathway runs along the water's edge, bordered by greenery and blooming plants. Sunlight filters through the leaves of nearby trees, creating a bright atmosphere. The tranquil water reflects the clear blue sky, enhancing the peaceful setting for leisurely walks.

Home in Two Rivers

Cate's Place | beaches, trails, and fishing nearby

Super cozy home, centrally located for easy commute to wherever the day takes you. Our small town has lots of fun summer events for the family. Just a quick drive or bike ride to anywhere in the city, including Sepia Chapel. We have multiple beaches, some quiet and semi-secluded or others (like top-rated Neshotah) with lots of activity. WONDERFUL trails such as the Ice Age and Mariners. Nearby rivers for kayaking or fishing. Great hub for day trips to Door County, Green Bay, Manitowoc, etc.

4.94 out of 5 average rating, 234 reviews

A light blue front door is framed by neatly arranged red brick columns. Two lantern-style light fixtures are mounted on either side, providing a welcoming entrance. The door features a grid of glass panes, allowing natural light to illuminate the area.

Home in Sheboygan

Dog Friendly Blue Door Cottage / Fully Fenced Yard

Nobody should have to leave their fur baby behind while on vacation. This is exactly why we created this comfortable home with your family & puppy in mind. You'll be at ease knowing that your pooch will be having just as much fun as you are. Modern hints are complemented by the cozy, welcoming decor found throughout. The coffee bar is a fav for any morning person, and the "take-a-wine leave-a-wine" wine bar offers evening excitement! The huge yard features a fire pit, gas grill, & cornhole.

5 out of 5 average rating, 145 reviews

The cabin's exterior features a modern design with a dark green facade and a sloped metal roof. Large windows reflect the surrounding greenery, while a gravel pathway leads to the entrance, framed by vibrant foliage and a landscaped yard.

Cabin in Cascade

hot tub and sauna on 5 private acres

Need a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your inspired getaway awaits!

A vibrant display of northern lights fills the night sky, showcasing swirling shades of green and hints of purple. Soft, cloud-like formations can be seen amidst scattered twinkling stars, creating a mesmerizing atmosphere.

4.97 out of 5 average rating, 209 reviews

Wyatt's Country Home - King Bed

Soak up the modern vintage charm of our fully remodeled and updated home! Thank you for choosing our sparkling clean space. Our home is nestled on two quiet acres just north of Plymouth in the peaceful country. Enjoy coffee as the sun rises from one of the two decks, or perhaps a cocktail by the fire as the sun sets. We ourselves lived in this home for our first 5 years and turned it into a beautiful and peaceful space for ourselves that we would now like to share with everyone.